$129 Find Cheap Flights from Greenville to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$356
Santo Domingo
Santo Domingo1 stop$441
Montego Bay
Montego Bay1 stop$501
Oranjestad
Oranjestad1 stop$536
Nassau
Nassau1 stop$461
Kingston
Kingston1 stop$623
Simpson Bay
Simpson Bay1 stop$316
Providenciales
Providenciales1 stop$570
Port of Spain
Port of Spain1 stop$455
George Town
George Town2 stops$544
Willemstad
Willemstad1 stop$685
St. John's
St. John's2 stops$1,188
Aguadilla
Aguadilla2 stops$1,119
Punta Cana
Punta Cana1 stop$356
Santo Domingo
Santo Domingo1 stop$441
Montego Bay
Montego Bay1 stop$501
Oranjestad
Oranjestad1 stop$536
Nassau
Nassau1 stop$461
Kingston
Kingston1 stop$623
Simpson Bay
Simpson Bay1 stop$316
Providenciales
Providenciales1 stop$570
Port of Spain
Port of Spain1 stop$455
George Town
George Town2 stops$544
Willemstad
Willemstad1 stop$685
St. John's
St. John's2 stops$1,188
Aguadilla
Aguadilla2 stops$1,119

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

Sun, Jan 18 - Sat, Jan 24
Multiple Airlines Logo
4:43 pm - 1:20 am
GSP
-
SJU
7h 37m1 stop
Multiple Airlines Logo
2:59 am - 8:58 am
SJU
-
GSP
30h 59m2 stops
$256Multiple Airlines
Thu, Jan 22 - Thu, Jan 29
Multiple Airlines Logo
6:45 pm - 4:25 pm
GSP
-
SJU
44h 40m2 stops
Multiple Airlines Logo
4:40 pm - 8:58 am
SJU
-
GSP
17h 18m1 stop
$290Multiple Airlines
Sun, Jan 18 - Sun, Jan 25
Multiple Airlines Logo
4:43 pm - 1:20 am
GSP
-
SJU
7h 37m1 stop
Multiple Airlines Logo
5:39 pm - 3:59 pm
SJU
-
GSP
23h 20m1 stop
$293Multiple Airlines
Mon, Jan 19 - Sun, Jan 25
Multiple Airlines Logo
9:48 am - 3:35 pm
GSP
-
SJU
28h 47m1 stop
Multiple Airlines Logo
2:59 am - 8:59 pm
SJU
-
GSP
19h 00m2 stops
$298Multiple Airlines
Thu, Jan 29 - Tue, Feb 3
American Airlines Logo
10:32 am - 8:50 pm
GSP
-
SJU
9h 18m1 stop
American Airlines Logo
8:20 am - 11:36 pm
SJU
-
GSP
16h 16m1 stop
$345American Airlines
Fri, Jan 30 - Tue, Feb 3
American Airlines Logo
7:00 am - 5:05 pm
GSP
-
STT
9h 05m1 stop
American Airlines Logo
4:47 pm - 9:47 am
STT
-
GSP
18h 00m2 stops
$459American Airlines
Sun, May 17 - Wed, May 27
Delta Logo
6:45 am - 11:52 am
GSP
-
NAS
5h 07m1 stop
Delta Logo
5:08 pm - 9:25 pm
NAS
-
GSP
4h 17m1 stop
$461Delta
Tue, Jan 20 - Fri, Jan 30
United Airlines Logo
10:00 am - 1:56 pm
GSP
-
STT
26h 56m1 stop
United Airlines Logo
5:25 pm - 7:29 pm
STT
-
GSP
27h 04m2 stops
$481United Airlines
Mon, Jan 26 - Mon, Feb 2
Delta Logo
10:06 am - 12:30 am
GSP
-
SDQ
13h 24m2 stops
Delta Logo
7:31 am - 6:39 pm
SDQ
-
GSP
12h 08m2 stops
$482Delta
Mon, Jan 19 - Fri, Jan 30
United Airlines Logo
10:00 am - 1:56 pm
GSP
-
STT
26h 56m1 stop
United Airlines Logo
5:25 pm - 7:29 pm
STT
-
GSP
27h 04m2 stops
$500United Airlines
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $372, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is May, when tickets cost $415 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $621 and $620 respectively.

What’s the cheapest day of the week to fly from Greenville to Caribbean Islands?

The average price of all round-trip flights from Greenville to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

For Greenville to Caribbean Islands, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Caribbean Islands back to Greenville, the best deals are generally found on Tuesday, with Sunday being the most expensive.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$129
Best time to beat the crowds with an average 19% drop in price.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $411 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Caribbean Islands is generally in the evening, which is peak travel time and where the average cost of a ticket is $534.

Reviews of the top 3 airlines serving from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8013 reviews
7.9Comfort
7.3Food
7.9Entertainment
8.5Crew
8.1Boarding
Airline reviews

Advertised fruit trays with cheese, but only snacks handed out!

8.0 ExcellentAnonymous, Dec 2025
MSP - BOS
Read more Delta reviews

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent

They did the one thing that really matters - got to Chicago early.

I liked the snacks and the flight attendants were friendly.

Gate agent at Frankfurt was terrible. She denied PRE boarding even as it was printed on the boarding pass. Refused to look at the boarding pass and literally shouting for no reason. Frankfurt airport has horrible and rude staff who avoids trying to answer any question at all. Overall, horrible experience.

The Crew and the food was the worst I ever had in Business Class. First they told us there were no space for carry on. It was plenty of space over our 2 row seats, we had to ask to let us travel with it which was accepted. They were aware that we had to run for the connection due to the previous flight delay. Have us one hour waiting for more customers and not even offer a glass of water. Then started the service and they started to serve other passengers drinks in business and did not offer any drinks until they serve our pre ordered meal and I ask for something to drink. I had to wait until they finished to serve all passengers until Inget something. The crew was the worts I ever had for Business Class in my life.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

Flight was late - I was downgraded from first class to coach

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Great flight - friendly and attentive team! Seats in coach were comfy, but a little cramped - but that is the case with all airlines ;)

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Not great. Booked Extra seats and got nothing extra at all. It’s basically a big budget airline.

The pilot greased the landing and the crew was fantastic.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

delayed due to weather. Could not communicate with family since the wifi was broken

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports